A career is a person’s evolving sequence of work experiences over time. Although there are many definitions of career success, most of them construe it as the culmination of a person’s objective attainments (e.g., pay, promotions, and status) and feelings of personal satisfaction and accomplishment with his or her career to date. Such definitions may readily cue you to conceive of your career success as a cumulative outcome: something to be optimized, such that at the end of the day — whenever that occurs — you will be pleased with what you have accomplished and with your overall career. Questions that might stem from conceiving of your career success as a cumulative outcome include: Am I content with my financial status? Will I be set to retire comfortably? Have I been promoted or otherwise duly rewarded for my contributions? Have I attained a nice level of social status through my work? Am I satisfied with my work and what I have accomplished? Have I achieved my overall career goals? Conceiving of career success as a cumulative outcome is valuable insofar as doing so can focus, motivate, and sustain you in pursuing your career aspirations. There are, however, some potential shortcomings of this approach — especially with regard to goals in the objective domains of pay, promotion, and status. First, what you attain will be the fruit of not only how hard and well you work, but also of factors largely beyond your control such as workplace politics, economics, and policy changes. Second, when multi-millionaires are asked how much money would be enough to satisfy them, they often respond ‘‘just a little more.’’ This illustrates the tendency for people to reset their aspirations to be just out of reach, thereby precluding ever feeling like they have truly made it. Third, while most great and worthwhile human achievements are at least partly the result of short-term sacrifices made for the sake of long-term gains, a sustained, concerted focus on high objective career goals can prove costly in terms of other important facets of life, including family and personal relationships, physical, spiritual, and emotional health, as well as overall happiness.